Beautiful luxury Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath built by Toll Brothers, nestled on a private cul-de-sac in unique location. Over 2,100 sqft designed modern living space, this home includes a 4-foot bump-out for added size. Entering the home, the first floor features an open floor plan w/ hardwood floors, white cabinetry, stainless steel appliances, perfect for modern living, an upgraded skylight in kitchen floods the space with natural light. Off the kitchen is a private deck with wooded views & a large living room w/ a gas fireplace. Upstairs the spacious primary suite offers a walk-in closet and a luxurious bath with a double vanity, shower, and tub. The second bedroom also includes a walk-in closet, while the third bedroom showcases custom millwork/ built-ins for both function and style for additional utility and architectural interest. Enjoy the privacy of a wooded backyard and the convenience of a walk-out basement w/ custom storage shelves and two workbenches, woodworkers dream! Right next to the home is the "Great Meadow Lawn" adding a huge yard to play games, entertain or take a scenic stroll. Very rare location, big upgrade here $$$ . Ridgewood amenities include an outdoor pool, gym, indoor basketball court, tennis courts, a movie theater, and a clubhouse lounging area-all within walking distance. Plenty of upgrades, prime location and privacy. Don't miss this resort style must-see property! Can't build for this price!
Sold for $520,000
$520,000
29 Winding Trail #29, Middlebury, CT 06762
3beds
2,130sqft
Condominium, Townhouse
Built in 2015
-- sqft lot
$537,600 Zestimate®
$244/sqft
$3,503 Estimated rent
Home value
$537,600
$478,000 - $607,000
$3,503/mo
Zestimate® history
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$4,249/mo
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Est. payment
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List your homeWhat's special
Gas fireplaceOutdoor poolTennis courtsPrivate cul-de-sacWooded backyardSpacious primary suiteWalk-in closet
Zillow last checked:
Listing updated:
Listed by:
WKND.R Team At SERHANT,
Jay Irvine 203-586-9459,
Serhant Connecticut, LLC 203-489-7800
Bought with:
Tori Withee, RES.0832276
KW Legacy Partners
Source: Smart MLS,MLS#: 24085206
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: High Ceilings, Vaulted Ceiling(s), Bedroom Suite, Full Bath, Tub w/Shower, Walk-In Closet(s)
- Level: Upper
- Area: 285.6 Square Feet
- Dimensions: 16.8 x 17
Bedroom
- Features: High Ceilings, Vaulted Ceiling(s), Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 141.57 Square Feet
- Dimensions: 11.7 x 12.1
Bedroom
- Features: High Ceilings, Built-in Features, Wall/Wall Carpet
- Level: Upper
- Area: 145.2 Square Feet
- Dimensions: 11 x 13.2
Dining room
- Features: High Ceilings, Beamed Ceilings, Combination Liv/Din Rm, Gas Log Fireplace
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 x 13
Kitchen
- Features: Skylight, High Ceilings, Breakfast Bar, Granite Counters, Gas Log Fireplace, Kitchen Island
- Level: Main
Living room
- Features: High Ceilings, Gas Log Fireplace, L-Shaped, Hardwood Floor
- Level: Main
- Area: 266.9 Square Feet
- Dimensions: 15.7 x 17
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Gas Water Heater, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Open Floorplan, Smart Thermostat
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Walk-Out Access,Liveable Space,Concrete
- Attic: Access Via Hatch
- Number of fireplaces: 1
- Fireplace features: Insert
Interior area
- Total structure area: 2,130
- Total interior livable area: 2,130 sqft
- Finished area above ground: 2,130
Property
Parking
- Total spaces: 4
- Parking features: Attached, Paved
- Attached garage spaces: 2
Features
- Stories: 3
- Has private pool: Yes
- Pool features: Heated, In Ground
Lot
- Features: Secluded, Few Trees, Cul-De-Sac
Details
- Additional structures: Pool House
- Parcel number: 2547200
- Zoning: PRD80
Construction
Type & style
- Home type: Condo
- Architectural style: Townhouse
- Property subtype: Condominium, Townhouse
Materials
- Vinyl Siding
Condition
- New construction: No
- Year built: 2015
Details
- Builder model: Portman W/ Bump out
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Thermostat, Windows
Community & neighborhood
Community
- Community features: Basketball Court, Golf, Health Club, Lake, Park, Playground, Private School(s), Tennis Court(s)
Location
- Region: Middlebury
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $515 monthly
- Amenities included: Basketball Court, Clubhouse, Exercise Room/Health Club, Guest Parking, Health Club, Playground, Pool, Tennis Court(s), Management
- Services included: Maintenance Grounds, Trash, Snow Removal, Pest Control, Pool Service, Insurance
Price history
| Date | Event | Price |
|---|---|---|
| 8/8/2025 | Sold | $520,000-1.9%$244/sqft |
Source:  Smart MLS #24085206 Report a problem | ||
| 7/28/2025 | Pending sale | $530,000$249/sqft |
Source: Smart MLS #24085206 Report a problem | ||
| 7/16/2025 | Price change | $530,000-3.6%$249/sqft |
Source: Smart MLS #24085206 Report a problem | ||
| 5/16/2025 | Price change | $549,900-2.7%$258/sqft |
Source: Smart MLS #24085206 Report a problem | ||
| 4/3/2025 | Listed for sale | $565,000$265/sqft |
Source: Smart MLS #24085206 Report a problem | ||
| 4/1/2025 | Listing removed | $565,000$265/sqft |
Source: Smart MLS #24075364 Report a problem | ||
| 1/2/2025 | Listed for sale | $565,000+32.9%$265/sqft |
Source: Smart MLS #24063692 Report a problem | ||
| 11/13/2020 | Sold | $425,000$200/sqft |
Source: Smart MLS #170322496 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 06762
Nearby schools
GreatSchools rating
- 5/10Long Meadow Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 8/10Memorial Middle SchoolGrades: 6-8Distance: 2.9 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 1.7 mi
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- Connecticut
- New Haven County
- Middlebury
- 06762
- 29 Winding Trail Unit 29
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